US4547265A - Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate - Google Patents
Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate Download PDFInfo
- Publication number
- US4547265A US4547265A US06/499,942 US49994283A US4547265A US 4547265 A US4547265 A US 4547265A US 49994283 A US49994283 A US 49994283A US 4547265 A US4547265 A US 4547265A
- Authority
- US
- United States
- Prior art keywords
- polymer
- isopropenyl
- paper
- para
- meta
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F12/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by hetero atoms or groups containing heteroatoms
- C08F12/26—Nitrogen
- C08F12/28—Amines
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
- D21H17/20—Macromolecular organic compounds
- D21H17/33—Synthetic macromolecular compounds
- D21H17/34—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D21H17/41—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups
- D21H17/44—Synthetic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing ionic groups cationic
- D21H17/45—Nitrogen-containing groups
Abstract
Description
TABLE I ______________________________________ Penetration Size Time, Sec. Dosage, Green TAPPI Size Paper % Water Ink ______________________________________ TMA Copolymer CaCO.sub.3 -filled 0.10 2000+ 423 0.20 2000+ 597 Waterleaf 0.10 326 194 0.20 561 90 Alum-treated 0.10 689 3 0.20 --* --* CYPRES 48 CaCO.sub.3 -filled 0.10 2 1 0.20 2 3 Waterleaf 0.10 4 3 0.20 2 3 Alum-treated 0.10 5 5 0.20 15 15 ______________________________________ *Not tested.
TABLE II ______________________________________ Penetration Size Time, Sec. Dosage Green TAPPI Size Paper % Water Ink ______________________________________ TMA/ -MeST CaCO.sub.3 -filled 0.10 2000+ 1118 Copolymer 0.20 2000+ 1468 Waterleaf 0.10 442 402 0.20 544 608 TMA/ST Copolymer CACO.sub.3 -filled 0.10 398 420 0.20 2000+ 687 Waterleaf 0.10 156 226 0.20 382 951 TMA Homopolymer CaCO.sub.3 -filled 0.10 1384 44 0.20 2000+ 182 Waterleaf 0.10 76 2 0.20 250 7 ______________________________________
Claims (12)
Priority Applications (17)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/499,942 US4547265A (en) | 1983-06-01 | 1983-06-01 | Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate |
DE8484105359T DE3470532D1 (en) | 1983-06-01 | 1984-05-11 | META AND PARA ISOPROPENYL ALPHA, ALPHA DIMETHYLBENE CYLAMINE |
EP84105359A EP0127802B1 (en) | 1983-06-01 | 1984-05-11 | Meta- and para-isopropenyl-alpha,alpha-dimethylbenzylamine |
AT84105359T ATE33632T1 (en) | 1983-06-01 | 1984-05-11 | META AND PARA ISOPROPENYL ALPHA, ALPHADIMETHYLBENZYLAMINE. |
AR84296777A AR241899A1 (en) | 1983-06-01 | 1984-05-29 | Meta- and para-isopropenyl-alpha,alpha-dimethylbenzylamine |
CA000455397A CA1215803A (en) | 1983-06-01 | 1984-05-30 | METHOD FOR SIZING PAPER USING HYDROLYZED HOMOPOLYMERS OR COPOLYMERS OF META- OR PARA-ISOPROPENYL-.alpha.,.alpha.- DIMETHYLBENZYL-ISOCYANATE |
DK270184A DK165444C (en) | 1983-06-01 | 1984-05-30 | META AND PARA-ISOPROPENYL-ALFA, ALFA-DIMETHYLBENZYLAMINE AND ACID ADDITION SALTS AND THEIR PROCEDURES FOR PREPARING THEREOF |
NO842155A NO159790C (en) | 1983-06-01 | 1984-05-30 | META- AND PARA-ISOPROPENYL-ALFA, ALFA-DIMETHYLBENZYLAMINE. |
FI842188A FI80281C (en) | 1983-06-01 | 1984-05-31 | META-ELLER PARA-ISOPROPENYL-, - DIMETHYLBENYLAMINE HOMO-ELLER SAMPOLYMER AV FOERFARANDE FOER LIMNING AV PAPER DAERMED OCH COMPOSITION FOER LIMNING AV PAPPER INNEHAOLLANDE DENNA. |
KR1019840003015A KR910002540B1 (en) | 1983-06-01 | 1984-05-31 | Meta-and para-isopropenyl-alpha-alpha dimethylbenzylamine and process thereof |
AU28911/84A AU574365B2 (en) | 1983-06-01 | 1984-05-31 | Meta-and para-isopropenyl-alpha, alpha-dimethyl benzylamine |
BR8402620A BR8402620A (en) | 1983-06-01 | 1984-05-31 | MONOENE-AMINE COMPOUND, PROCESS FOR THEIR PREPARATION, COPOLIMER, PAPER SIZING PROCESS AND PAPER SIZING COMPOSITION |
ES533024A ES8506586A1 (en) | 1983-06-01 | 1984-05-31 | Meta- and para-isopropenyl-alpha,alpha-dimethylbenzylamine. |
NO873127A NO169174C (en) | 1983-06-01 | 1987-07-27 | POLYMER OF ISOPROPENYL-DIMETHYL BENZYLAMINES |
NO873128A NO172298C (en) | 1983-06-01 | 1987-07-27 | PROCEDURE FOR AA LIME PAPER AND PAPER ADJUSTMENT USED BY THE PROCEDURE |
FI891934A FI81779C (en) | 1983-06-01 | 1989-04-24 | META-OCH PARA-ISOPROPENYL -, -DIMETHYL-BENZYLAMINE. |
KR1019900017463A KR910009377B1 (en) | 1983-06-01 | 1990-05-31 | Poly (m-and p-isopropenyl -l,l-dimethyl benzylamine |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/499,942 US4547265A (en) | 1983-06-01 | 1983-06-01 | Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate |
Publications (1)
Publication Number | Publication Date |
---|---|
US4547265A true US4547265A (en) | 1985-10-15 |
Family
ID=23987400
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US06/499,942 Expired - Fee Related US4547265A (en) | 1983-06-01 | 1983-06-01 | Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate |
Country Status (2)
Country | Link |
---|---|
US (1) | US4547265A (en) |
CA (1) | CA1215803A (en) |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4781794A (en) * | 1986-04-28 | 1988-11-01 | Betz Laboratories, Inc. | Detackification of adhesive materials contained in secondary fiber |
US4910249A (en) * | 1988-05-02 | 1990-03-20 | Ppg Industries, Inc. | Acrylic polymers |
US4927969A (en) * | 1988-05-02 | 1990-05-22 | Ppg Industries, Inc. | Preparation of alkyl primary amines |
US5171818A (en) * | 1990-03-23 | 1992-12-15 | Bruce Wilson | Sprayable aliphatic polyurea-polyurethane coating compositions and methods |
US6143132A (en) * | 1992-04-06 | 2000-11-07 | Bayer Aktiengesellschaft | Process for imparting wet strength to paper |
US6572736B2 (en) | 2000-10-10 | 2003-06-03 | Atlas Roofing Corporation | Non-woven web made with untreated clarifier sludge |
US20060266472A1 (en) * | 2005-05-06 | 2006-11-30 | Kipp Michael D | Vacuum bagging methods and systems |
US20080106007A1 (en) * | 2006-10-17 | 2008-05-08 | Kipp Michael D | Resin infusion process utilizing a reusable vacuum bag |
US20080105997A1 (en) * | 2006-10-17 | 2008-05-08 | Ridges Michael D | Method for enhancing the sealing potential of formable, disposable tooling materials |
US20080131716A1 (en) * | 2006-12-04 | 2008-06-05 | American Consulting Technology & Research, Inc. | Shrinkable film barrier for mandrel tooling members |
US8313600B2 (en) | 2008-08-15 | 2012-11-20 | Sigma-Tek, Llc | Method and system for forming composite geometric support structures |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2606892A (en) * | 1946-08-30 | 1952-08-12 | American Cyanamid Co | Polymerizable and polymerized isocyanate compositions |
US2884057A (en) * | 1954-02-25 | 1959-04-28 | American Cyanamid Co | Paper of improved dry strength and method of making same |
US3335100A (en) * | 1963-07-05 | 1967-08-08 | Dow Chemical Co | Polymers of sulfonium and quaternary ammonium moieties |
US3551390A (en) * | 1966-10-20 | 1970-12-29 | Bayer Ag | Copolymers of para-isopropenylphenyl isocyanate |
US4234381A (en) * | 1973-10-10 | 1980-11-18 | Rohm And Haas Company | Fibrous material made with polymers stabilized by polymerizable vinyl benzyltrialkyl ammonium salt surfactant |
-
1983
- 1983-06-01 US US06/499,942 patent/US4547265A/en not_active Expired - Fee Related
-
1984
- 1984-05-30 CA CA000455397A patent/CA1215803A/en not_active Expired
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2606892A (en) * | 1946-08-30 | 1952-08-12 | American Cyanamid Co | Polymerizable and polymerized isocyanate compositions |
US2884057A (en) * | 1954-02-25 | 1959-04-28 | American Cyanamid Co | Paper of improved dry strength and method of making same |
US3335100A (en) * | 1963-07-05 | 1967-08-08 | Dow Chemical Co | Polymers of sulfonium and quaternary ammonium moieties |
US3551390A (en) * | 1966-10-20 | 1970-12-29 | Bayer Ag | Copolymers of para-isopropenylphenyl isocyanate |
US4234381A (en) * | 1973-10-10 | 1980-11-18 | Rohm And Haas Company | Fibrous material made with polymers stabilized by polymerizable vinyl benzyltrialkyl ammonium salt surfactant |
Cited By (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4781794A (en) * | 1986-04-28 | 1988-11-01 | Betz Laboratories, Inc. | Detackification of adhesive materials contained in secondary fiber |
US4910249A (en) * | 1988-05-02 | 1990-03-20 | Ppg Industries, Inc. | Acrylic polymers |
US4927969A (en) * | 1988-05-02 | 1990-05-22 | Ppg Industries, Inc. | Preparation of alkyl primary amines |
US5171818A (en) * | 1990-03-23 | 1992-12-15 | Bruce Wilson | Sprayable aliphatic polyurea-polyurethane coating compositions and methods |
US6143132A (en) * | 1992-04-06 | 2000-11-07 | Bayer Aktiengesellschaft | Process for imparting wet strength to paper |
US6572736B2 (en) | 2000-10-10 | 2003-06-03 | Atlas Roofing Corporation | Non-woven web made with untreated clarifier sludge |
US20060266472A1 (en) * | 2005-05-06 | 2006-11-30 | Kipp Michael D | Vacuum bagging methods and systems |
US20080106007A1 (en) * | 2006-10-17 | 2008-05-08 | Kipp Michael D | Resin infusion process utilizing a reusable vacuum bag |
US20080105997A1 (en) * | 2006-10-17 | 2008-05-08 | Ridges Michael D | Method for enhancing the sealing potential of formable, disposable tooling materials |
US20080131716A1 (en) * | 2006-12-04 | 2008-06-05 | American Consulting Technology & Research, Inc. | Shrinkable film barrier for mandrel tooling members |
US8313600B2 (en) | 2008-08-15 | 2012-11-20 | Sigma-Tek, Llc | Method and system for forming composite geometric support structures |
Also Published As
Publication number | Publication date |
---|---|
CA1215803A (en) | 1986-12-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5037927A (en) | Vinylamine copolymer and process for producing same | |
KR100520230B1 (en) | A process for the production of paper | |
US8784611B2 (en) | Process for production of paper | |
US4749444A (en) | Production of paper and cardboard | |
KR960002733B1 (en) | Production of paper and paper board | |
US8636875B2 (en) | Enhanced dry strength and drainage performance by combining glyoxalated acrylamide-containing polymers with cationic aqueous dispersion polymers | |
CN105696414B (en) | Papermaking aid composition and method for improving tensile strength of paper | |
JP2895248B2 (en) | Making paper, paperboard and cardboard | |
DE1060244B (en) | Process for the production of pulp webs with improved dry strength | |
DE60035071T2 (en) | Wet strength agent and process for its preparation | |
US4547265A (en) | Method for sizing paper using hydrolyzed homopolymers or copolymers of meta- or para- isopropenyl-α,α-dimethylbenzylisocyanate | |
CA2339983C (en) | Papermaking aid | |
DE102004056551A1 (en) | Process for the production of paper, cardboard and cardboard with high dry strength | |
JPS61201097A (en) | Production of paper having high dry strength | |
EP0000922B1 (en) | A process for preparing a non-woven fibrous web from fibers and a latex, and the non-woven fibrous material so prepared | |
FI106056B (en) | A method for controlling resin deposits from pulp in papermaking | |
KR100581407B1 (en) | Additive composition for paper making | |
US4515658A (en) | Retention aids | |
US5393380A (en) | Polydiallyl dimethyl ammonium chloride/3-acrylamido-3-methylbutanoic acid copolymers and their use for pitch control in paper mill systems | |
US3926718A (en) | Process of improving water drainage from paper webs by addition of a water soluble block polymer to a cellulosic pulp slurry | |
DE1621699A1 (en) | Papermaking process | |
US3019157A (en) | Web-forming fibrous suspensions of improved freeness | |
DE102004013007A1 (en) | Process for the production of paper, cardboard and cardboard | |
EP0203817A1 (en) | Polymeric compositions | |
US3022214A (en) | Paper sized with cationic vinyl copolymer and process for the manufacture thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: AMERICAN CYANAMID COMPANY, 1937 WEST MAIN ST.STAMF Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:FORGIONE, PETER S.;SINGH, BALWANT;SEDLAK, JOHN A.;REEL/FRAME:004135/0112 Effective date: 19830601 Owner name: AMERICAN CYANAMID COMPANY, CONNECTICUT Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:FORGIONE, PETER S.;SINGH, BALWANT;SEDLAK, JOHN A.;REEL/FRAME:004135/0112 Effective date: 19830601 |
|
FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
FPAY | Fee payment |
Year of fee payment: 4 |
|
FPAY | Fee payment |
Year of fee payment: 8 |
|
FEPP | Fee payment procedure |
Free format text: PAYER NUMBER DE-ASSIGNED (ORIGINAL EVENT CODE: RMPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
REMI | Maintenance fee reminder mailed | ||
LAPS | Lapse for failure to pay maintenance fees | ||
FP | Lapsed due to failure to pay maintenance fee |
Effective date: 19971015 |
|
STCH | Information on status: patent discontinuation |
Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362 |